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Osterville, MA - homes for sale
78 of 78 results displayed
- Open Sat, 10 to 11:30amNew
$1,300,000Active3 beds 4 baths3,355 sq. ft.175 Hickory Hill Circle, Barnstable, MA 02655
MLS# 73546631Listed by: Coastal Real Estate Advisors, LLC - New
$10,500,000Active5 beds 6 baths7,157 sq. ft.25 Oyster Way, Barnstable, MA 02655
MLS# 73544944Listed by: Berkshire Hathaway HomeServices Robert Paul Properties - New
$10,500,000Active5 beds 6 baths7,157 sq. ft.25 Oyster Way, Osterville, MA 02655
MLS# 22603271Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES - Open Sun, 12 to 2pmNew
$950,000Active3 beds 2 baths2,125 sq. ft.88 Waterfield Road, Osterville, MA 02655
MLS# 22603202Listed by: LEADING EDGE REAL ESTATE - New
$649,000Active2 beds 2 baths1,808 sq. ft.295 Westwind Circle, Osterville, MA 02655
MLS# 22603216Listed by: COMPASS MASSACHUSETTS, LLC - New
$4,995,000Active5 beds 7 baths4,100 sq. ft.22 Scudder Road, Osterville, MA 02655
MLS# 22603117Listed by: COLDWELL BANKER REALTY 
$4,995,000Active5 beds 7 baths4,100 sq. ft.22 Scudder Road, Barnstable, MA 02655
MLS# 73542127Listed by: Coldwell Banker Realty - Boston
$8,625,000Active7 beds 8 baths9,011 sq. ft.63 Main Street, Osterville, MA 02655
MLS# 22603124Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,549,900Pending4 beds 4 baths2,509 sq. ft.25 Manor Way, Osterville, MA 02655
MLS# 22603114Listed by: EXIT CAPE REALTY
$712,000Active2 beds 2 baths1,260 sq. ft.39 Tower Hill Road #APT 16D, Osterville, MA 02655
MLS# 22603046Listed by: FRANK A SULLIVAN REAL ESTATE
$649,900Pending3 beds 2 baths1,630 sq. ft.6 Nathans Way, Osterville, MA 02655
MLS# 22603042Listed by: SILVERSTONE CAPESIDE REALTY GROUP
$1,395,000Active4 beds 4 baths2,359 sq. ft.18 Calico Lane, Osterville, MA 02655
MLS# 22602969Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$799,900Active3 beds 3 baths1,688 sq. ft.37 Old Salem Way, Barnstable, MA 02655
MLS# 73534900Listed by: Century 21 Limitless
$675,000Pending3 beds 3 baths1,348 sq. ft.31 Jasons Lane, Osterville, MA 02655
MLS# 22602913Listed by: NAUSET REAL ESTATE
$2,795,000Pending3 beds 4 baths2,676 sq. ft.106 Hathaway Road, Osterville, MA 02655
MLS# 22602823Listed by: SOTHEBY'S INTERNATIONAL REALTY
$800,000Active2 beds 3 baths1,954 sq. ft.105 Parker Rd #B, Barnstable, MA 02655
MLS# 73522962Listed by: Sotheby's International Realty- Open Sun, 10:30am to 12pm
$764,000Active3 beds 2 baths1,426 sq. ft.114 King Arthur Dr, Barnstable, MA 02601
MLS# 73534191Listed by: C. Case Realty, LLC - Open Sun, 10:30am to 12pm
$764,000Active3 beds 2 baths1,426 sq. ft.114 King Arthur Drive, Osterville, MA 02655
MLS# 22602806Listed by: C. CASE REALTY, LLC 
$599,900Active2 beds 2 baths1,088 sq. ft.727 Main Street #B1, Barnstable, MA 02655
MLS# 73532078Listed by: Craigville Realty, Inc.- Open Sun, 10am to 12pm
$685,000Active3 beds 2 baths1,144 sq. ft.7 Bonnie Briar Road, Osterville, MA 02655
MLS# 22602754Listed by: COMPASS MASSACHUSETTS, LLC 
$1,995,000Active4 beds 3 baths2,636 sq. ft.420 Starboard Lane, Osterville, MA 02655
MLS# 22602737Listed by: SOTHEBY'S INTERNATIONAL REALTY
$11,950,000Active6 beds 8 baths8,387 sq. ft.48 Starboard Lane, Osterville, MA 02655
MLS# 22602716Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,500,000Active4 beds 5 baths5,049 sq. ft.140 Seapuit Road, Osterville, MA 02655
MLS# 22602715Listed by: KINLIN GROVER COMPASS
$10,500,000Active7 beds 6 baths6,368 sq. ft.109 Eel River Road, Osterville, MA 02655
MLS# 22602692Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,450,000Active4 beds 5 baths3,924 sq. ft.156 E Bay Road, Osterville, MA 02655
MLS# 22602593Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES
$1,629,500Pending3 beds 3 baths2,240 sq. ft.107 Parsley Lane, Osterville, MA 02655
MLS# 22602623Listed by: SOTHEBY'S INTERNATIONAL REALTY
$1,050,000Active3 beds 3 baths1,980 sq. ft.103 Falling Leaf, Barnstable, MA 02655
MLS# 73527627Listed by: Compass
$800,000Active2 beds 3 baths1,954 sq. ft.105 Parker Road #UNIT B, Osterville, MA 02655
MLS# 22602404Listed by: SOTHEBY'S INTERNATIONAL REALTY
$5,950,000Active5 beds 8 baths8,740 sq. ft.179 Pineleigh Path, Barnstable, MA 02655
MLS# 73525098Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$5,950,000Active5 beds 8 baths8,740 sq. ft.179 Pineleigh Path, Osterville, MA 02655
MLS# 22602488Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$569,000Pending2 beds 2 baths1,060 sq. ft.8 Brigantine Avenue, Osterville, MA 02655
MLS# 22602391Listed by: TODAY REAL ESTATE
$689,000Active2 beds 2 baths1,198 sq. ft.727 Main Street #UNIT F3, Osterville, MA 02655
MLS# 22602373Listed by: SOTHEBY'S INTERNATIONAL REALTY
$599,900Active2 beds 2 baths1,088 sq. ft.727 Main Street #APT B1, Osterville, MA 02655
MLS# 22602304Listed by: CRAIGVILLE REALTY CO
$8,500,000Active3 beds 6 baths4,831 sq. ft.46 Great Bay Road, Osterville, MA 02655
MLS# 22602282Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES- Open Fri, 3 to 4:30pm
$659,900Active2 beds 2 baths1,040 sq. ft.55 Seth Goodspeed Way, Osterville, MA 02655
MLS# 22601981Listed by: SOTHEBY'S INTERNATIONAL REALTY 
$3,900,000Active4 beds 5 baths4,241 sq. ft.30 Cockachoiset Lane, Osterville, MA 02655
MLS# 22601972Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,950,000Active3 beds 3 baths3,178 sq. ft.12 Cockachoiset Lane, Osterville, MA 02655
MLS# 22601973Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,850,000Active3 beds 3 baths3,084 sq. ft.81 Osterville West Barnstable Road, Osterville, MA 02655
MLS# 22601935Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,150,000Pending2 beds 3 baths1,992 sq. ft.170 Sturbridge Drive, Osterville, MA 02655
MLS# 22601492Listed by: KINLIN GROVER COMPASS
$899,000Pending4 beds 3 baths2,585 sq. ft.153 Hickory Hill Circle, Osterville, MA 02655
MLS# 22601740Listed by: KINLIN GROVER COMPASS
$1,695,000Active3 beds 3 baths2,048 sq. ft.162 Main Street, Osterville, MA 02655
MLS# 22601704Listed by: PROPERTY CAPE COD- Open Sun, 12 to 1:30pm
$1,500,000Active3 beds 2 baths1,765 sq. ft.955 Main Street, Osterville, MA 02655
MLS# 22601611Listed by: PROPERTY CAPE COD 
$4,495,000Active4 beds 4 baths4,964 sq. ft.93 Oyster Way, Barnstable, MA 02655
MLS# 73504181Listed by: LandVest, Inc.
$4,495,000Active4 beds 4 baths4,964 sq. ft.93 Oyster Way, Osterville, MA 02655
MLS# 22601594Listed by: LANDVEST, INC.
$810,000Active2 beds 2 baths2,110 sq. ft.441 Old Mill Rd, Barnstable, MA 02655
MLS# 73503938Listed by: Kinlin Grover Compass
$749,000Active2 beds 2 baths1,156 sq. ft.70 Sea Robin Road, Osterville, MA 02655
MLS# 22601535Listed by: CAPITAL REALTY ENTERPRISES INC
$2,200,000Pending3 beds 4 baths3,118 sq. ft.199 E Bay Road #APT 12, Osterville, MA 02655
MLS# 22600859Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,095,000Active2 beds 3 baths1,564 sq. ft.16 Second Avenue #UNIT 4, Osterville, MA 02655
MLS# 22600296Listed by: COMPASS MASSACHUSETTS, LLC
$1,199,000Pending3 beds 3 baths2,190 sq. ft.31 Falling Leaf Lane, Osterville, MA 02655
MLS# 22601349Listed by: MARGO & COMPANY
$7,900,000Active7 beds 6 baths4,896 sq. ft.255 Bayberry Way, Osterville, MA 02655
MLS# 22601177Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,475,000Pending4 beds 5 baths4,364 sq. ft.82 Crystal Lake Road, Osterville, MA 02655
MLS# 22601140Listed by: COMPASS MASSACHUSETTS, LLC
$869,900Active3 beds 3 baths2,050 sq. ft.177 Bayview Circle, Osterville, MA 02655
MLS# 22601044Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$875,000Active3 beds 2 baths1,497 sq. ft.5 Briar Patch Road, Osterville, MA 02655
MLS# 22600998Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES- Open Sat, 11am to 12:30pm
$2,950,000Active3 beds 4 baths4,608 sq. ft.34 Farm Valley Road, Osterville, MA 02655
MLS# 22600746Listed by: WILLIAM RAVEIS REAL ESTATE & HOME SERVICES 
$8,750,000Active8 beds 6 baths6,500 sq. ft.207 Crystal Lake Road, Osterville, MA 02655
MLS# 22600636Listed by: FRANK A SULLIVAN REAL ESTATE
$695,000Active3 beds 1 baths1,009 sq. ft.351 Swift Avenue, Osterville, MA 02655
MLS# 22600324Listed by: EXIT CAPE REALTY
$2,595,000Active3 beds 4 baths2,696 sq. ft.146 Scudder Rd, Barnstable, MA 02655
MLS# 73470550Listed by: Sotheby's International Realty
$2,595,000Active3 beds 4 baths2,650 sq. ft.146 Scudder Road, Osterville, MA 02655
MLS# 22600195Listed by: SOTHEBY'S INTERNATIONAL REALTY
$3,900,000Active4 beds 6 baths3,557 sq. ft.280 Ice Valley Road, Osterville, MA 02655
MLS# 22600029Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$1,599,000Pending3 beds 3 baths1,686 sq. ft.33 Sunset Lane, Osterville, MA 02655
MLS# 22505728Listed by: KINLIN GROVER COMPASS
$9,850,000Active5 beds 5 baths3,087 sq. ft.14 Indian Trail, Osterville, MA 02655
MLS# 22503092Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$7,750,000Active7 beds 11 baths11,546 sq. ft.440 Grand Island Dr, Barnstable, MA 02655
MLS# 73383981Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$7,750,000Active7 beds 11 baths11,546 sq. ft.440 Grand Island Drive, Osterville, MA 02655
MLS# 22502682Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,100,000Active2.3 AcresLot 288 Seapuit River Rd A, Barnstable, MA 02655
MLS# 73379751Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$3,000,000Active2.08 AcresLot 289 Seapuit River Road B, Barnstable, MA 02655
MLS# 73379752Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$3,125,000Active2.01 AcresLot 290 0 Indian Trail, Barnstable, MA 02655
MLS# 73379753Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$3,100,000Active2.3 AcresLot 288 Seapuit River A Road, Osterville, MA 02655
MLS# 22502532Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,000,000Active2.08 AcresLot 289 Seapuit River B Road, Osterville, MA 02655
MLS# 22502533Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,125,000Active2.01 AcresLot 290 0 Indian Trail, Osterville, MA 02655
MLS# 22502535Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$2,250,000Pending3 beds 2 baths1,194 sq. ft.51 Wianno Circle, Osterville, MA 02655
MLS# 22502488Listed by: SOTHEBY'S INTERNATIONAL REALTY
$8,995,000Active5 beds 6 baths7,565 sq. ft.168 Garrison Lane, Osterville, MA 02655
MLS# 22505080Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$12,250,000Active5 beds 6 baths5,747 sq. ft.71 Sand Pt, Barnstable, MA 02655
MLS# 73342640Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$12,250,000Active5 beds 6 baths5,747 sq. ft.71 Sand Point, Osterville, MA 02655
MLS# 22500873Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$9,950,000Active6 beds 9 baths8,203 sq. ft.501 Eel River Road, Osterville, MA 02655
MLS# 22404283Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
$3,499,999Pending10 beds 8 baths6,905 sq. ft.414 Eel River Road, Osterville, MA 02655
MLS# 22600750Listed by: SMP REALTY DEVELOPMENT CO. LLC
$679,000Active3 beds 2 baths1,284 sq. ft.9 Gunstock Rd, Barnstable, MA 02655
MLS# 73178426Listed by: Berkshire Hathaway HomeServices Robert Paul Properties
$8,850,000Active4 beds 5 baths3,877 sq. ft.200 North Bay, Barnstable, MA 02655
MLS# 73156550Listed by: LandVest, Inc.
$3,250,000Active2.45 Acres30 Indian Trail, Osterville, MA 02655
MLS# 22502536Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.